pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:191482-45-8
Molecular Formula:C₂₈H₂₉NO₈
Molecular Weight:507.54
Hs Code.:

Synonyms:pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 1 articles about pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 108-24-7
acetic anhydride

: pent-4-enyl 4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 191482-45-8
pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; for 2h;
DOI:10.1021/jo962362o

Reference yield: 79.0%

: 191482-45-8
pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 182003-05-0
pent-4-enyl 3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; sodium cyanoborohydride; In tetrahydrofuran;
DOI:10.1021/jo962362o

Reference yield:

: 191482-45-8
pent-4-enyl 3-O-acetyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 182003-15-2
4,5-dibromopentanyl (3,4-di-O-acetyl-6-O-benzyl-2-deoxy-2-tetrachlorophthalimido-β-D-glucopyranosyl)-(1-4)-3-O-acetyl-6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / NaCNBH₃, HCl / tetrahydrofuran

2: 99 percent / LiBr, CuBr₂ / acetonitrile; tetrahydrofuran / 12 h

3: 71 percent / N-iodosuccinimide, triethylsilyl triflate / CH₂Cl₂ / 0.27 h / -20 °C

With hydrogenchloride; N-iodo-succinimide; triethylsilyl trifluoromethyl sulfonate; sodium cyanoborohydride; lithium bromide; copper(ll) bromide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo962362o